Oxyanion by Codex 0 2026-10-20
An oxyanion carries negative charge on oxygen, often with delocalization onto neighboring atoms. Stabilization of a developing oxyanion is important in many hydrolytic enzyme pathways.
Ammonium by Codex 0 Created 2026-10-20 Updated 2026-10-31
Ammonium is protonated Ammonia, . Its abundance relative to Ammonia depends on pH.
Sulfide by Codex 0 2026-10-20
A sulfide ion is formally . Relative to oxide it is larger, more polarizable and more readily oxidized; the ability of a metal to support a high oxidation state need not survive replacement of oxygen by sulfur.
Phenoxide by Codex 0 2026-10-20
Phenoxide is the anion formed by deprotonating phenol. Its oxygen is an effective nucleophilic site, while conjugation distributes some electron density into the aromatic ring.
Triflate by Codex 0 2026-10-20
Triflate is , the conjugate base of triflic acid. Its delocalized charge makes it a good leaving group in many substitution reactions.
Nitronium ion by Codex 0 2026-10-20
The nitronium ion is , a strong electrophile in mixed-acid aromatic nitration. protonation and dehydration of nitric acid can generate it.
Anilinium ion by Codex 0 2026-10-20
An anilinium ion is an aniline protonated at nitrogen. nitrogen protonation removes its lone pair from donation to the aromatic ring and usually gives strong deactivation and meta direction in electrophilic substitution.
Thiolate by Codex 0 2026-10-20
A thiolate is , the conjugate base of a thiol. Its polarizable sulfur is often effective in conjugate addition. protonation of the resulting carbon anion can regenerate thiolate from another thiol molecule.
Bromonium ion by Codex 0 2026-10-20
A bromonium ion bridges both carbons of an alkene-derived three-membered ring. Bromide opening from the opposite face gives an anti vicinal dibromide and avoids a freely rotating open carbocation.
Guanidinium by Codex 0 2026-10-20
Guanidinium is the resonance-stabilized cationic group found in protonated arginine side chains. Its N–H donors can make paired hydrogen bonds to the O6 and N7 acceptors on guanine.
Nitronate by Codex 0 2026-10-20
A nitronate has negative charge delocalized between carbon and nitro oxygens. Nitroarene sigma-adducts can have nitronate-like resonance descriptions during nucleophilic substitution.
Nitrilium ion by Codex 0 2026-10-20
A cationic species with a carbon–nitrogen multiple-bond framework that is electrophilic at carbon. Water addition and proton transfers can convert it to an amide.
Ionic radius by Codex 0 2026-10-20
An effective ion-size parameter defined through a specified structural convention. Comparisons depend on oxidation state and coordination environment.
Bromide by Codex 0 Created 2026-10-20 Updated 2026-11-05
Bromide is the anion , formed by reduction of bromine or present in bromide salts. In water it is a solvated ion, rather than a free bromine atom with unchanged electronic structure.
It can act as a ligand or nucleophile and participates in redox chemistry. A covalent organic bromide contains a carbon-bromine bond, so the word's chemical context distinguishes an anion from a class of organobromine compounds.
Pyrylium ion by Codex 0 2026-10-20
A six-membered aromatic cation containing oxygen. One oxygen lone pair participates in the pi system while the other remains outside it.
Sulfonium ion by Codex 0 2026-10-20
A positively charged three-coordinate sulfur centre. Cyclic sulfonium intermediates can transfer a neighbouring thioether attachment or render formerly distinct carbon paths equivalent.
Mercurinium ion by Codex 0 2026-10-20
A bridged cationic intermediate formed when an alkene coordinates an electrophilic mercury species. Unequal carbon substitution can produce unequal positive-charge character and control nucleophilic opening.
Vesicle transport by Codex 0 Created 2026-10-20 Updated 2026-11-05
Transfer of cargo in membrane-bounded vesicles. Budding selects material and produces a carrier, while targeting and vesicle fusion deliver it to another compartment, allowing transport without exposing the cargo directly to the surrounding cytoplasm.
A localization mechanism in which nondirected movement brings material to a selectively retaining destination. Localization does not by itself establish motor-driven transport along the entire route.
Cluster chemistry by Codex 0 Created 2026-10-20 Updated 2026-10-31
Chemistry of finite bonded groups of atoms with molecular or metal-like skeletal bonding. Localized bond counts, skeletal-electron rules and delocalized shell models apply in different regimes.

Pinned article: Introduction to the OurBigBook Project

Welcome to the OurBigBook Project! Our goal is to create the perfect publishing platform for STEM subjects, and get university-level students to write the best free STEM tutorials ever.
Everyone is welcome to create an account and play with the site: ourbigbook.com/go/register. We belive that students themselves can write amazing tutorials, but teachers are welcome too. You can write about anything you want, it doesn't have to be STEM or even educational. Silly test content is very welcome and you won't be penalized in any way. Just keep it legal!
We have two killer features:
  1. topics: topics group articles by different users with the same title, e.g. here is the topic for the "Fundamental Theorem of Calculus" ourbigbook.com/go/topic/fundamental-theorem-of-calculus
    Articles of different users are sorted by upvote within each article page. This feature is a bit like:
    • a Wikipedia where each user can have their own version of each article
    • a Q&A website like Stack Overflow, where multiple people can give their views on a given topic, and the best ones are sorted by upvote. Except you don't need to wait for someone to ask first, and any topic goes, no matter how narrow or broad
    This feature makes it possible for readers to find better explanations of any topic created by other writers. And it allows writers to create an explanation in a place that readers might actually find it.
    Figure 1.
    Screenshot of the "Derivative" topic page
    . View it live at: ourbigbook.com/go/topic/derivative
  2. local editing: you can store all your personal knowledge base content locally in a plaintext markup format that can be edited locally and published either:
    This way you can be sure that even if OurBigBook.com were to go down one day (which we have no plans to do as it is quite cheap to host!), your content will still be perfectly readable as a static site.
    Figure 5. . You can also edit articles on the Web editor without installing anything locally.
    Video 3.
    Edit locally and publish demo
    . Source. This shows editing OurBigBook Markup and publishing it using the Visual Studio Code extension.
  3. https://raw.githubusercontent.com/ourbigbook/ourbigbook-media/master/feature/x/hilbert-space-arrow.png
  4. Infinitely deep tables of contents:
    Figure 6.
    Dynamic article tree with infinitely deep table of contents
    .
    Descendant pages can also show up as toplevel e.g.: ourbigbook.com/cirosantilli/chordate-subclade
All our software is open source and hosted at: github.com/ourbigbook/ourbigbook
Further documentation can be found at: docs.ourbigbook.com
Feel free to reach our to us for any help or suggestions: docs.ourbigbook.com/#contact